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P5265

Sigma-Aldrich

Prostaglandin B1

synthetic, powder

Synonym(s):

(13E,15S)-15-Hydroxy-9-oxoprosta-8(12),13-dien-1-oic acid, PGB1

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About This Item

Empirical Formula (Hill Notation):
C20H32O4
CAS Number:
13345-51-2
Molecular Weight:
336.47
Beilstein/REAXYS Number:
2004447
MDL number:
MFCD00036679
UNSPSC Code:
12352200
PubChem Substance ID:
24898612

biological source

synthetic

assay

≥98% (HPLC)

form

powder

color

white to light yellow

storage temp.

−20°C

SMILES string

O=C1C(CCCCCCC(O)=O)=C(/C=C/[C@H](CCCCC)O)CC1

InChI

1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1

InChI key

YBHMPNRDOVPQIN-VSOYFRJCSA-N

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Other Notes

Metabolite of prostaglandin E.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
011M2034V
SLBD7915V
SLBD7121V
SLBD3932V
SLBC3718V

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E Polis et al.
Aviation, space, and environmental medicine, 54(5), 420-424 (1983-05-01)
A new chemical method for prolongation of survival under hypoxia is reported. Polymeric prostaglandin PGBx which shows beneficial effects on damaged mitochondria in vitro was used. Survival time of the intact hypoxic (6% O2) mouse as measured by electrocardiogram is
C C Miller et al.
Prostaglandins, 35(6), 917-938 (1988-06-01)
Reports that vegetable oils which contain gamma-linolenic acid (18:3n-6) may exert beneficial effects on cutaneous disorders prompted us to investigate whether epidermis possesses the ability to transform dihomogammalinolenic acid (20:3n-6), the epidermal elongase product of 18:3n-6, into oxidative metabolites with
Biophysical studies on molecular mechanism of abortificient action of prostaglandins-IV. Conformation energy calculation of PGA1, PGB1 and PGE1.
V Kothekar
Journal of theoretical biology, 94(4), 943-949 (1982-02-21)
T M Devlin et al.
Biochemical and biophysical research communications, 137(1), 215-221 (1986-05-29)
Dimers, trimers and tetramers of 15-dehydro-PGB1 and of 16,16'-dimethyl-15-dehydro-PGB1 have been synthesized and their effect on mitochondrial function evaluated. The trimers and tetramers, and to a lesser extent the dimers, of both series, protected isolated mitochondria from the loss of
R C Franson et al.
Biochimica et biophysica acta, 1006(3), 272-277 (1989-12-18)
Oligomers of prostaglandin B1 inhibited phospholipase A2 extracted from human neutrophils in a dose-dependent manner (IC50 = 5 microM), while the monomer was not inhibitory at concentrations of 10 microM or less. The inhibitory activity of PGB1 oligomers increased with
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